Cuddebackville holiday rentals

We found 231 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Cuddebackville that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as cable TV and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Cuddebackville

Showing deals for:25 Dec - 1 Jan

Interior
Dining
Dining
Room
Exceptional
(5 reviews)

Serenity at Lake Joseph | Lakefront•Hot Tub•Ski

Monticello

16% off
AU$6,661
for 7 nights, 1 chalet
AU$952 per night
includes taxes & fees
Serenity at Lake Joseph | Lakefront•Hot Tub•Ski
Living area
Interior
Indoor spa tub
Pool
Exceptional
(43 reviews)

Hemlock Estate: Indoor Hot Tub, Pool, Game Room; Spacious, Ski & More!

Monticello

8% off
AU$8,975
for 7 nights, 1 villa
AU$1,282 per night
includes taxes & fees
Hemlock Estate: Indoor Hot Tub, Pool, Game Room; Spacious, Ski & More!
Private kitchen
Private kitchen
Property grounds
Dining
Very good
(28 reviews)

Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski

Monticello

8% off
AU$12,165
for 7 nights, 1 home
AU$1,738 per night
includes taxes & fees
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
Screen Room
House with Screen Room
Private Lake Area
Living area
Exceptional
(31 reviews)

Beautiful Chalet with Private Lake Spot Near Popular Resorts - Wurtsboro NY!

Wurtsboro

8% off
AU$2,722
for 7 nights, 1 chalet
AU$389 per night
includes taxes & fees
Beautiful Chalet with Private Lake Spot Near Popular Resorts - Wurtsboro NY!
Interior
Outdoor dining
Firewood for the fire pit.
Dining
Exceptional
(36 reviews)

Lakefront family friendly peaceful Catskills retreat!

Wurtsboro

8% off
AU$4,948
for 7 nights, 1 home
AU$707 per night
includes taxes & fees
Lakefront family friendly peaceful Catskills retreat!
Private kitchen
Interior
Exterior
Living area
Exceptional
(9 reviews)

Lakefront home w/ Kayaks, canoe & SUP on QUIET & PRIVATE lake NEAR BETHEL WOODS

Monticello

5% off
AU$2,919
for 7 nights, 1 home
AU$417 per night
includes taxes & fees
Lakefront home w/ Kayaks, canoe & SUP on QUIET & PRIVATE lake NEAR BETHEL WOODS
Interior
Private kitchen
Interior
Outdoor dining
Exceptional
(11 reviews)

Spacious Westtown Home, Firepit, Up to 10 Guest

Westtown

8% off
AU$3,508
for 7 nights, 1 home
AU$501 per night
includes taxes & fees
Spacious Westtown Home, Firepit, Up to 10 Guest
Room
Private kitchen
Living area
Living area
Wonderful
(10 reviews)

Spacious Port Jervis Home - beautiful views

Port Jervis

8% off
AU$3,662
for 7 nights, 1 home
AU$523 per night
includes taxes & fees
Spacious Port Jervis Home - beautiful views

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Book a holiday rental for your Cuddebackville getaway

Learn about the unique charm of Cuddebackville with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Cuddebackville

Are you searching for attractions to see in the city? Venture out of your holiday home and experience everything that makes Cuddebackville a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Monticello Motor Club (12 mi / 19.4 km)
  • Concord Monster Golf Course (14 mi / 22.6 km)
  • Warwick Valley Winery and Distillery (14.5 mi / 23.4 km)
  • Goshen Historic Track (14.8 mi / 23.9 km)
  • LEGOLAND® New York (15.9 mi / 25.5 km)
  • Space Farms Zoo and Museum (18.6 mi / 29.9 km)

Exploring the natural landscape of Cuddebackville

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Cuddebackville. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Neversink River (5.8 mi / 9.3 km)
  • Lake Louise Marie (10.1 mi / 16.2 km)
  • Mohican Lake (12 mi / 19.3 km)
  • Raymondskill Falls (17.7 mi / 28.5 km)
  • Lake Superior State Park (20.3 mi / 32.7 km)
  • Stokes State Forest (20.4 mi / 32.8 km)

Transport to and around Cuddebackville

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 26.4 mi (42.4 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday rental accomodation in Cuddebackville?
In Cuddebackville, cabins are the most popular type of holiday rental, with about 12 available in the area. These charming cabins typically offer a rustic yet comfortable atmosphere, featuring amenities such as fully equipped kitchens, cosy living areas, and outdoor spaces to enjoy the tranquil surroundings. For those seeking additional space, several holiday houses are also on offer, providing larger accommodations with multiple bedrooms and private outdoor areas, making them great for families or groups.
Are there any family house rentals in Cuddebackville?
In Cuddebackville, New York, there are several family-friendly house rentals available. The area offers a tranquil setting, with many homes featuring spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can enjoy some fresh air. Some properties may also include amenities like private yards, barbecue facilities, and comfortable dining areas.Visitors will appreciate the proximity to beautiful natural landscapes, including the nearby Neversink River, which provides opportunities for fishing and kayaking. Additionally, the charming local towns are not far away, where families can explore shops, cafes, and parks.
Are there pet-friendly house rentals in Cuddebackville?
In Cuddebackville, there are several pet-friendly house rentals available, making it a suitable destination for travellers with pets. These properties often feature spacious interiors, fully equipped kitchens, and outdoor spaces such as gardens or patios where pets can roam freely. Many of the rentals are set in serene, scenic surroundings, allowing guests to enjoy nature walks and the tranquillity of the area.Cuddebackville's proximity to the scenic Neversink River is an added bonus, offering opportunities for fishing and outdoor adventures. Additionally, the nearby Shawangunk Ridge provides remarkable hiking trails, ideal for those who enjoy exploring the great outdoors with their furry companions.
Are there any remote work holiday rentals in Cuddebackville?
In Cuddebackville, New York, there are several options for remote work holiday rentals, with around 16 properties available that cater specifically to those needing a productive workspace. Many of these rentals come equipped with amenities designed for remote work, such as free Wi-Fi, dedicated office spaces, and desks with comfortable chairs. This makes it easy for travellers to balance work and leisure during their stay.The area itself offers a peaceful rural setting, ideal for those looking to escape the hustle and bustle while still being able to stay connected. Nearby attractions include the scenic beauty of the Hudson Valley, with opportunities for hiking and exploring the natural landscape. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Cuddebackville?
In Cuddebackville, popular rental amenities typically include a kitchen for guests to prepare their own meals, which adds to the home-like atmosphere. Many properties feature a coffee and tea maker, allowing for a warm beverage at any time. For those who appreciate a cosy environment, a fireplace is often included, superb for relaxing evenings. Guests can also expect a desk, ideal for working or planning their excursions. Additionally, onsite parking is commonly available, making it convenient for those travelling by car.
When is the best time to visit Cuddebackville for a holiday rental?
April marks the beginning of the peak season in Cuddebackville, drawing visitors eager to experience the charm of this picturesque town. From April to June, the area comes alive with outdoor activities, making it an ideal time for those who appreciate nature and adventure. The pleasant weather, with temperatures typically ranging from 5 to 20 degrees Celsius, creates a comfortable atmosphere for hiking, birdwatching, and exploring the scenic landscapes.As spring unfolds, Cuddebackville's natural beauty is on full display, with blooming wildflowers and lush greenery enhancing the surroundings. This is superb for those who enjoy leisurely strolls along the Neversink River or visiting local parks. The vibrant local community often hosts events and festivals during these months, adding to the lively spirit of the town.For those seeking a more budget-friendly option, November presents a wonderful opportunity to enjoy Cuddebackville's tranquility. This month is less crowded, allowing for a peaceful retreat amidst the stunning autumn foliage. The crisp air and vibrant colours create a beautiful backdrop for scenic drives and quiet explorations.Ultimately, your choice of when to visit Cuddebackville should reflect your desire for either vibrant springtime activities or a serene autumn escape.
What are the top attractions in Cuddebackville?
Cuddebackville, located in the scenic Hudson Valley region, offers visitors a range of attractions that highlight its natural beauty and rich history. One of the standout features is the Neversink River, which is popular for fishing, kayaking, and enjoying the serene surroundings. The nearby Minnewaska State Park Preserve provides breathtaking views, hiking trails, and opportunities for picnicking amidst nature.For those interested in local history, the area is close to the historic town of Port Jervis, where visitors can explore the charming downtown area, featuring quaint shops and eateries. The nearby Delaware Water Gap National Recreation Area is also a significant draw, offering extensive hiking trails, river activities, and stunning vistas.Additionally, the region is known for its wineries and farm-to-table dining experiences, allowing visitors to savour local produce and wines.
Are all fees included in the Cuddebackville holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Cuddebackville holiday homes with parking?
Stayz offers a wide selection of holiday homes in Cuddebackville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Cuddebackville holiday homes?
You can find great discounts on holiday homes in Cuddebackville on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Cuddebackville holiday home booking on Stayz?
To find Cuddebackville holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Cuddebackville?
A long-stay holiday home in Cuddebackville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Cuddebackville holiday home?
Book your Cuddebackville holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cuddebackville?
Prices for holiday homes in Cuddebackville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Cuddebackville to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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